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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Pienza villas

Property grounds

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is €6,450
includes taxes & fees
22 Jan - 23 Jan
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is €82
includes taxes & fees
22 Jan - 23 Jan
Artisti del Cavallo Tourism
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is €5,983
includes taxes & fees
22 Jan - 23 Jan
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is €125
includes taxes & fees
22 Jan - 23 Jan
Charming Tuscany Villa w/ Private Infinity Pool
Exterior

'...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is €1,544
includes taxes & fees
24 Jan - 25 Jan
'...a delicious farmhouse in the countryside where only the wind blows...'
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is €174
includes taxes & fees
22 Jan - 23 Jan
Il Poggio dell'Eremita
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is €7,270
includes taxes & fees
22 Jan - 23 Jan
Antico Brunello
Pool

Villa Fara Grande: An elegant and welcoming three-story villa surrounded by olive groves, with Free WI-FI.

Villa Fara Grande: An elegant and welcoming three-story villa surrounded by olive groves, with Free WI-FI.
Foiano della Chiana
Villa Fara Grande: An elegant and welcoming three-story villa surrounded by olive groves, with Free WI-FI.
Exterior

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is €5,355
includes taxes & fees
22 Jan - 23 Jan
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Terrace/patio

VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15

VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15
Montepulciano
The price is €2,321
includes taxes & fees
22 Jan - 23 Jan
VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15
Exterior

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is €1,456
includes taxes & fees
22 Jan - 23 Jan
Villa Capanna: A Window onto Tuscany
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is €1,456
includes taxes & fees
22 Jan - 23 Jan
Villa Torre Among the Hills of Siena
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Siena
The price is €290
includes taxes & fees
22 Jan - 23 Jan
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is €872
includes taxes & fees
25 Jan - 26 Jan
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is €351
includes taxes & fees
25 Jan - 26 Jan
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Property grounds

Farmhouse with Swimming Pool in Montepulciano

Farmhouse with Swimming Pool in Montepulciano
Montepulciano
The price is €2,160
includes taxes & fees
22 Jan - 23 Jan
Farmhouse with Swimming Pool in Montepulciano
Exterior

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
The price is €1,062
includes taxes & fees
22 Jan - 23 Jan
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is €498
includes taxes & fees
23 Jan - 24 Jan
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 3 weeks ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza Villas information

Number of reviews
86
Accommodation
1526 Villas
Lowest Price
€82
Highest Price
€7,270

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between €82 and €7,270 per night. Whatever your budget, you're sure to find a place that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Pienza?
Pack your suitcase and pick from 1526 villas in Pienza. For a family escape, a getaway with pals or anything in between, Expedia will help you find the right place in just a click or two.
Why book your villa in Pienza with Expedia?
With Expedia, it's easy to find your dream villa in Pienza. Holidaying with the kids? Use our helpful filters to search for stays with amenities like WiFi and a pool. If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the right stay in tune with your taste and style.
How can I find cheap villas in Pienza?
An excellent way to track down cheap villas in Pienza is with Expedia's user-friendly filter tool. Narrow your search results by budget, star rating and amenities to find unbeatable rates in just a click or two.
What is there to do near my villa in Pienza?
Whatever you're interested in, Pienza has plenty to keep you going. Artemisia Gallery, Pienza Cathedral and Palazzo Comunale are on many visitors' sightseeing itineraries. Don't forget about Palazzo Piccolomini, Historic Centre of Pienza and Piazza Pio II either. With Expedia's hotel deals in Pienza, you can discover more neat attractions like these with the money you save.